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    5. NYC Slavery and Underground Railroad Tour
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    NYC Slavery and Underground Railroad Tour

    Follow New York's Freedom Trail to Underground Railroad sites and hear powerful stories of courage

    From$51/ personincl. taxes and fees

    Highlights

    Trace New York City's Freedom Trail and uncover the history of slavery and the Underground Railroad. Visit memorials and historic sites while hearing powerful stories of resistance and escape.

    • Follow the Freedom Trail through Lower Manhattan
    • Visit an archaeological site and memorial to enslaved Africans
    • View a former Underground Railroad station
    • Learn about riots, revolts, and daring escapes
    • Hear stories of New Yorkers who aided freedom seekers

    Things to know

    Arrive 15 minutes before departure. Wear weather appropriate clothing and comfortable walking shoes. Tours run rain or shine and may be canceled in severe weather.

    Cancellation Policy

    Tickets are non-refundable. Cancellation or rescheduling requests made less than 48 hours before the departure date are not accepted. If you do not show up for the tour, the operator may use your booking information to collect payment or scan your pass.

    Meeting details

    1 Bowling Green, at the front steps of the Museum of the American Indian

    Experience provided by Inside Out Tours
    Experience provided by Inside Out Tours

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #V66E7Z

    Adult - English

    $51.94

    0

    Child - English

    $44.52

    Ages 5-11

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

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    4.8 stars• 514 reviews

    Review summary

    4.8
    Excellent
    514 reviews•Google Maps

    This tour company clearly knows how to deliver memorable NYC experiences, with guides who consistently get glowing praise for their knowledge and enthusiasm. Joseph K and Sergio stand out repeatedly in reviews, with visitors describing them as passionate, informative, and genuinely talented at keeping groups engaged even in challenging conditions like massive holiday crowds or freezing weather. The tours span diverse experiences from Harlem gospel services to Brooklyn Bridge walks to Christmas lights, and guides are available in multiple languages including Spanish and French. What really sets them apart is the flexibility and attention to detail. They handle everything from virtual workplace presentations to customized multi-borough tours, and reviewers emphasize how well-organized everything feels. The gospel experience seems particularly popular, though one visitor noted their specific church service lacked the gospel music they expected (possibly weather-related). The company works with city passes like Explorer Pass, making booking convenient. With guides who clearly love what they do and an owner who builds tours around genuine passion for NYC's neighborhoods, you're likely to get an authentic, educational experience that goes beyond typical tourist surface-level content.

    What people are saying

    Review 1 of 5
    5/5

    We are leaving this review as a group after taking the “How Money Was Made: Wall Street Walking Tour” on April 6th at 10:00 AM—and this is truly a unanimous decision. We had an absolutely incredible experience, and it was all thanks to Liam O’Brien. From the very start, Liam was kind, engaging, and full of energy. His storytelling is truly exceptional—his narration was anything but dry or monotonous. It was upbeat, energetic, and incredibly insightful. He has a rare ability to bring history to life in a way that keeps both adults and kids completely captivated. Every story felt vivid, meaningful, and easy to follow. What also stood out was how much more we got than expected. The tour went well beyond the standard scope and felt very full and rich, often expanding beyond the typical frame of the topic in the best possible way. We walked away feeling like we learned so much more than we anticipated. What made this experience even more impressive was the weather. It was a bitterly cold and windy morning, and we were with kids—yet not a single complaint the entire time. That says everything. They were fully engaged and genuinely loved every minute of the tour. Liam is clearly a very talented individual who truly loves what he does, and it shows in every detail of the experience. His passion, enthusiasm, and ability to connect with people make this tour unforgettable. We feel incredibly lucky that he was our guide. And to management—if you have the ability to give Liam a raise or promote him, please do. He is truly your superstar tour guide. If we could, we would leave 1000 stars. Highly, highly recommend!

    Photo of Lisa N.

    Lisa N.

    April 6, 2026

    Review 1 of 1
    5/5

    We are leaving this review as a group after taking the “How Money Was Made: Wall Street Walking Tour” on April 6th at 10:00 AM—and this is truly a unanimous decision. We had an absolutely incredible experience, and it was all thanks to Liam O’Brien. From the very start, Liam was kind, engaging, and full of energy. His storytelling is truly exceptional—his narration was anything but dry or monotonous. It was upbeat, energetic, and incredibly insightful. He has a rare ability to bring history to life in a way that keeps both adults and kids completely captivated. Every story felt vivid, meaningful, and easy to follow. What also stood out was how much more we got than expected. The tour went well beyond the standard scope and felt very full and rich, often expanding beyond the typical frame of the topic in the best possible way. We walked away feeling like we learned so much more than we anticipated. What made this experience even more impressive was the weather. It was a bitterly cold and windy morning, and we were with kids—yet not a single complaint the entire time. That says everything. They were fully engaged and genuinely loved every minute of the tour. Liam is clearly a very talented individual who truly loves what he does, and it shows in every detail of the experience. His passion, enthusiasm, and ability to connect with people make this tour unforgettable. We feel incredibly lucky that he was our guide. And to management—if you have the ability to give Liam a raise or promote him, please do. He is truly your superstar tour guide. If we could, we would leave 1000 stars. Highly, highly recommend!

    Photo of Lisa N.

    Lisa N.

    April 6, 2026

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